CHEBI:34974 - sennoside

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ChEBI Name sennoside
ChEBI ID CHEBI:34974
Definition A diastereoisomeric mixture containing sennoside A and sennoside B that is used as a laxative and cathartic. Its components are found in senna (Senna alexandrina, also known as Cassia angustifolia), where sennoside A and sennoside B are present in equal amounts, and in rhubarbs (Rheum rhabarbarum), where sennoside A predominates.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C42H38O20
Net Charge 0
Average Mass 862.73910
Monoisotopic Mass 862.19564
InChI InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25?,26?,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1
InChIKey IPQVTOJGNYVQEO-JLDSCGAUSA-N
SMILES OC[C@H]1O[C@@H](Oc2cccc3C(C4c5cccc(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)c5C(=O)c5c(O)cc(cc45)C(O)=O)c4cc(cc(O)c4C(=O)c23)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): cathartic
Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic.
Application(s): laxative
An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.
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ChEBI Ontology
Outgoing sennoside (CHEBI:34974) has part sennoside A (CHEBI:9112)
sennoside (CHEBI:34974) has part sennoside B (CHEBI:34975)
sennoside (CHEBI:34974) has role cathartic (CHEBI:75325)
sennoside (CHEBI:34974) has role laxative (CHEBI:50503)
sennoside (CHEBI:34974) is a diastereoisomeric mixture (CHEBI:60915)
IUPAC Name
5,5'-bis(β-D-glucopyranosyloxy)-4,4'-dihydroxy-10,10'-dioxo-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid
Synonym Source
sennaglucosides ChemIDplus
Brand Name Source
Senna-lax ChemIDplus
Manual Xrefs Databases
C00002863 KNApSAcK
C13940 KEGG COMPOUND
D02171 KEGG DRUG
View more database links
Registry Number Type Source
517-43-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11523059 PubMed citation Europe PMC
15712946 PubMed citation Europe PMC
20091132 PubMed citation Europe PMC
21471799 PubMed citation Europe PMC
21695913 PubMed citation Europe PMC
22384059 PubMed citation Europe PMC
22720863 PubMed citation Europe PMC
23568049 PubMed citation Europe PMC
24428006 PubMed citation Europe PMC
Last Modified
07 January 2015